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$144+ Cheap flights from Kissimmee

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MCO — AKL
29 May — 5 Jun1
1 adult
1 adult, Economy, 0 bags

Find flights from Kissimmee within your budget

 
Find flights departing from Kissimmee that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 29 April 2026. In the last 7 days, Cheapflights users made a total of 134,765 searches

Fly to

Route

Departure

Return

Price

Cheapest return flight
Fastest return journey

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 21/5

07:35-09:45

Nonstop3h 10m

Chicago O'Hare Intl

Tue 26/5

05:55-09:35

Nonstop2h 40m

$312

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/6

07:13-09:22

Nonstop3h 09m

Chicago O'Hare Intl

Wed 10/6

06:02-09:45

Nonstop2h 43m

$312

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 2/6

14:00-18:41

1 stop5h 41m

Chicago O'Hare Intl

Wed 23/9

13:15-19:44

1 stop5h 29m

$335

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 23/5

14:25-16:43

Nonstop3h 18m

Chicago O'Hare Intl

Mon 25/5

06:02-09:45

Nonstop2h 43m

$338

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 23/6

10:51-13:00

Nonstop3h 09m

Chicago O'Hare Intl

Tue 30/6

11:03-17:59

1 stop5h 56m

$345

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 24/5

07:13-09:22

Nonstop3h 09m

Chicago O'Hare Intl

Mon 25/5

17:56-21:55

Nonstop2h 59m

$353

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 23/5

07:00-13:01

1 stop7h 01m

Chicago O'Hare Intl

Sat 23/5

17:19-00:05

1 stop5h 46m

$372

OrlandoLas Vegas

MCO - LAS

MCOLAS

Orlando

Thu 20/8

14:06-19:33

1 stop8h 27m

Las Vegas Harry Reid Intl

Sat 22/8

00:59-10:48

1 stop6h 49m

$391

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 1/6

15:05-20:06

1 stop6h 01m

Chicago O'Hare Intl

Thu 4/6

17:56-21:55

Nonstop2h 59m

$392

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 17/9

06:15-10:04

1 stop4h 49m

Chicago O'Hare Intl

Sat 19/9

13:15-19:44

1 stop5h 29m

$399

Flights are sorted by cheapest return flights first.

Deals found on 25/4

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kissimmee

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Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Kissimmee

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Related info for your journey

Access useful and relevant information related to your journey from Kissimmee. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 29 April 2026.

  • What is the cheapest airport to fly out of Kissimmee?

    Auckland Intl airport offers the cheapest routes to Apia from $143. Christchurch airport is a great option if you're flying to Auckland from $153. Our top recommendation is to be generally flexible with your dates of travel for the best rates.

  • Where are the cheapest places to fly to from Kissimmee?

    Here are some of the cheapest flight destinations from Kissimmee:
    Fly from Auckland to Christchurch from $143 round trip
    Fly from Christchurch to Auckland from $153 round trip
    Fly from Auckland to Wellington from $158 round trip
    Fly from Auckland to Queenstown from $183 round trip
    Fly from Tirana to Rome from $329 round trip

  • How does Cheapflights help users find flights from Kissimmee?

    When you search for this flight from Kissimmee, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

  • Why should you use Cheapflights to find cheap flight tickets from Kissimmee?

    It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Kissimmee.

  • Can Cheapflights find flights from Kissimmee with no change fees?

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Kissimmee flexibly with Cheapflights today.

  • Can Cheapflights notify me if prices for flights from Kissimmee become cheaper?

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Kissimmee today and book when you’re ready!

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Kissimmee?

When you search for this flight from Kissimmee, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

Why should you use Cheapflights to find cheap flight tickets from Kissimmee?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Kissimmee.

Can Cheapflights find flights from Kissimmee with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Kissimmee flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Kissimmee become cheaper?

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Kissimmee today and book when you’re ready!

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